Octocrylene
Product Information
Molecular Formula
C24H27NO2
Molecular Weight
361.48
Description
Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics.
Synonyms
2-Ethylhexyl 2-cyano-3,3-diphenylacrylate;
2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate;
2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate;
IUPAC Name
2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
SMILES
CCCCC(CC)COC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
InChI
1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3
InChI Key
FMJSMJQBSVNSBF-UHFFFAOYSA-N
Boiling Point
218°C (1.5 mmHg)
Melting Point
-10°C(lit.)
Flash Point
453.2 °F
Purity
≥95%
Density
1.051
Solubility
Soluble in DMSO
Appearance
Light Yellow Sticky Oil
Application
Aromatics, Pharmaceuticals, Intermediates and Fine Chemicals,
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage
Store at -20 °C
Refractive Index
n20/D 1.567 (lit.)
Safety Information
Hazards
H412:
Harmful to aquatic life with long-lasting effects.
Harmful to aquatic life with long-lasting effects.
Precautionary Statement
P273:
Avoid release to the environment.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Avoid release to the environment.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Computed Properties
XLogP3
7.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
10
Exact Mass
361.204179104 g/mol
Monoisotopic Mass
361.204179104 g/mol
Topological Polar Surface Area
50.1Ų
Heavy Atom Count
27
Formal Charge
0
Complexity
510
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114146010-A | Anhydrous sunscreen gel containing oil-soluble sunscreen agent and preparation method thereof | 2021-12-31 |
| CN-114159329-A | Biological sun-screening agent and preparation method thereof | 2021-12-27 |
| JP-2022031399-A | Transparent compositions and transparent cosmetics | 2021-12-23 |
| CN-114177111-A | Sunscreen spray and preparation method thereof | 2021-12-20 |
| JP-2022031355-A | Pest control method | 2021-12-15 |
| CN-114129459-A | Fullerene sunscreen repair emulsion and preparation method thereof | 2021-12-01 |
| CN-113952282-A | Composition with whitening and sunscreen effects and preparation method and application thereof | 2021-11-25 |
| CN-114099360-A | Ultraviolet absorbing composition having high absorbance | 2021-11-24 |
| DE-202021106362-U1 | Cosmetic preparation for intensive care and treatment of facial skin | 2021-11-22 |
| DE-202021106363-U1 | Cosmetic preparation for the care and treatment of facial skin | 2021-11-22 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 34864131 | 2022-02-01 | Sunscreen filter octocrylene is a potential obesogen by acting as a PPARγ partial agonist | Toxicology letters |
| 32889307 | 2020-12-15 | Unveiling complex responses at the molecular level: Transcriptional alterations by mixtures of bisphenol A, octocrylene, and 2'-ethylhexyl 4- (dimethylamino)benzoate on Chironomus riparius | Ecotoxicology and environmental safety |
| 22669305 | 2012-11-01 | An overview of UV-absorbing compounds (organic UV filters) in aquatic biota | Analytical and bioanalytical chemistry |
| 22980125 | 2012-11-01 | UV filters, ethylhexyl methoxycinnamate, octocrylene and ethylhexyl dimethyl PABA from untreated wastewater in sediment from eastern Mediterranean river transition and coastal zones | Marine pollution bulletin |
| 22957488 | 2012-10-01 | Allergic contact dermatitis caused by octocrylene in a young child | Contact dermatitis |
| 22960810 | 2012-09-01 | Contact allergy to topical corticosteroids and sunscreens | Indian journal of dermatology, venereology and leprology |
| 23035447 | 2012-09-01 | Characterization and evaluation of poly(epsilon-caprolactone) nanoparticles containing 2-ethylhexyl-p-methoxycinnamate, octocrylene, and benzophenone-3 in anti-solar preparations | Journal of nanoscience and nanotechnology |
| 22428874 | 2012-07-01 | Investigation of the sunscreen octocrylene's interaction with amino acid analogs in the presence of UV radiation | Photochemistry and photobiology |
| 22019204 | 2012-06-01 | Occurrence and removal of benzotriazoles and ultraviolet filters in a municipal wastewater treatment plant | Environmental pollution (Barking, Essex : 1987) |
| 22214440 | 2012-06-01 | Development and application of a HPLC method for eight sunscreen agents in suncare products | International journal of cosmetic science |
